3-Methoxypropylamine → HCID 67400515, compound

HRID 711894Notes

Reaction equation

HRID 711894 reaction equation
[N+:1]([C:4]1[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-:14])=[O:13])[C:5]=1[C:6]#[N:7])([O-])=O.[CH3:15][O:16][CH2:17][CH2:18][CH2:19]N>>[CH3:15][O:16][CH2:17][CH2:18][CH2:19][NH:1][C:4]1[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-:14])=[O:13])[C:5]=1[C:6]#[N:7]

Participants

3

Reactant 2

HCID 16723-MethoxypropylamineHCID 520718Dinitrobenzonitrile

Product 1

HCID 67400515HCID 67400515, compoundYield 83%

Procedure

Prepared as in Example 90c from 2,6-dinitrobenzonitrile and 3-methoxypropylamine in 83% yield. 1H NMR (400 MHz, DMSO-d6) δ 1.76-1.81 (m, 2H), 3.23 (s, 3H), 3.28-3.33 (m, 2H), 3.40 (t, J=5.6 Hz, 2H), 6.66 (t, J=4.8 Hz, NH), 7.30 (d, J=8.8 Hz, 1H), 7.42 (d, J=8.0 Hz, 1H), 7.60 (t, J=8.0 Hz, 1H).

Sources & evidence

ORD record
ord-5add9a94b55744239d250a04318f9c20
Source dataset
uspto-grants-2015_11
Patent number
US09181276B2

Reaction notes

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